HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868956Generated: November 2, 2026
Diisopropylethylamine → HCID 178451286, compound
https://huagongshe.com/reaction/1868956
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Reactant | HCID 67100171 | HCID 67100171 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 178451286 | HCID 178451286 | 45.2% |
Reaction Steps
A mixture of ethyl 7,8-difluoro-4-hydroxy-2-oxo-2′,3′,5′,6′-tetrahydro-4H-spiro[naphthalene-1,4′-pyran]-3-carboxylate (0.23 g, 0.68 mmol), tert-butyl 2-aminoacetate hydrochloride (0.14 g, 0.82 mmol) in 3 mL dioxane was treated with N-ethyl-N-isopropylpropan-2-amine (0.26 g, 2.0 mmol). The mixture was warmed to 120° C. and stirred for 1.5 hours. The mixture was cooled to room temperature, diluted with 20 mL H2O, and 100 mL EtOAc. The organic layer was separated, washed with 20 mL 1N HCl, saturated NH4Cl, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by column chromatography (10-20% EtOAc/hexane) to give 0.13 g white solid. MS m/e: (M+H)+ 424.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07635715B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-6950fd0fb22b4758a20a3a75e1b3803f |
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| Source note | uspto-grants-2009_12 |
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